Senior Benefits Manager

Role Overview

• Responsible for leading the strategy, design, and governance of health and welfare, wellness, leave of absence, and time off programs across the United States and Puerto Rico
• Define and lead the multi-year benefits strategy for U.S. and Puerto Rico, aligned with total rewards philosophy and business objectives
• Design forward-looking programs across health & welfare, wellness, leave of absence, and time off that enhance employee experience and market competitiveness
• Continuously evaluate program effectiveness, cost trends, and utilization to inform strategy evolution
• Work closely with internal stakeholders and external consultants to bring awareness to benefit strategy
• Partner with finance on budget, accrual and forecasting of self-funded plans
• Drive a cohesive employee experience across benefits, ensuring simplicity, accessibility, and engagement
• Standardize and modernize programs where appropriate to improve consistency and employee understanding
• Establish governance frameworks to ensure consistency, scalability, and operational excellence across all benefit programs
• Partner with finance and leadership to manage benefits spend, forecast trends, and identify cost optimization opportunities
• Oversee vendor strategy, including selection, performance management, and innovation partnerships
• Ensure all programs comply with applicable federal, state, and Puerto Rico regulations (e.g., ERISA, ACA, FMLA, local leave laws)
• Monitor legislative changes and proactively adjust program design to mitigate risk
• Serve as a strategic advisor to HR leadership and senior business stakeholders on benefits-related matters
• Collaborate cross-functionally (HRBPs, Legal, Finance, Payroll, Communications) to ensure alignment and execution
• Lead and develop a high-performing team (if applicable), fostering strategic thinking and continuous improvement.

Requirements

• Doctorate degree and 2 years of benefits experience OR Master’s degree and 4 years of benefits experience OR Bachelor’s degree and 6 years benefits experience OR Associate’s degree and 10 years of benefits experience OR High school diploma / GED and 12 years of benefits experience
• Advanced degree or relevant certification (e.g., CEBS)
• 8–12+ years of progressive experience in benefits, with significant focus on strategy and program design
• Deep expertise in U.S. health & welfare programs; working knowledge of Puerto Rico benefits and regulatory landscape
• Proven ability to lead large-scale benefits strategy, including cost management and vendor ecosystems
• Strong understanding of compliance requirements (ERISA, ACA, FMLA, and related regulations)
• Demonstrated ability to influence senior leaders and operate in a complex, matrixed environment
• Analytical mindset with the ability to translate data into actionable strategy
• Strong communication and executive presence
• Knowledge of and experience with fully insured and self funded plans.

Benefits

• A comprehensive employee benefits package, including a Retirement and Savings Plan with generous company contributions
• Group medical, dental and vision coverage
• Life and disability insurance
• Flexible spending accounts
• A discretionary annual bonus program, or for field sales representatives, a sales-based incentive plan
• Stock-based long-term incentives
• Award-winning time-off plans
• Flexible work models where possible.